Synthesis and In Vitro Antitumor Evaluation of Some New Pyrimido[4,5‐b]quinoxaline 5,10‐Dioxide Derivatives

Abstract

A new series of tricyclic pyrimidoquinoxaline derivatives were synthesized and evaluated as antitumor assays and compared with standard drug 5‐fluorouracil. These new pyrimidoquinoxaline derivatives were synthesized by the reaction with o‐aminonitrilequinoxaline derivative 3 with various reagents. One from which, the condensation of o‐aminonitrile with potassium cyanate in acetic acid was stated as a new procedure for building the pyrimidine ring incorporate to quinoxaline moiety. Further condensation of aminonitrile 3 with formamide or Vilsmeier reaction followed by transamination or carbon disulphide was applied as procedures for the pyrimidine ring syntheses. Compound 15 achieved significant in vitro antitumor activity, and compounds 9 and 14 have high activities.

Annulation of o‐Aminoquinoxaline‐1,4‐dioxidenitrile with Ketonic Compounds Under Friedländer‐type Cyclocondensation and its Biological Evaluation

“…Quinoxaline‐1,4‐dioxide derivatives with three fused membered rings show a significant pharmaceutical importance , for example, pyridoquinoxaline, which is used as anticonvulsant and imidazoquinoxaline as receptor antagonists . Also, pyrimido[1,2‐ a ]quinoxaline‐6‐oxide is used as inhibitor of trypanosome cruzi and pyrimido[4,5‐ b ]quinoxaline used as antihypertensive agent and blood platelet anti‐aggregating agents compound 1 (Fig. ).…”

Synthesis of New Pyrimido[5′,4′:5,6][1,4]thiazino[2,3‐b]quinoxaline Derivatives in One Step

“…Furthermore, quinoxaline containing heterocycles have also significant applications in the field of industrial and agricultural and have been applied as dyes, electroluminescent materials, and insecticides . Recently, improved methods have also been reported for the synthesis of heterocycles containing the quinoxaline .…”